Ashley Falls Vacation Packages

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    Save up to CA $4,200 when you book a flight and hotel together*

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Ashley Falls Hotel Deals

The Red Lion Inn

The Red Lion Inn

3.5 out of 5
30 Main Street Stockbridge MA
The price is CA $241 per night from Jul 22 to Jul 23
CA $241
CA $333 total
Jul 22 - Jul 23
includes taxes & fees
8.8/10 Excellent! (1,014 reviews)
"Steven’s House (a Red Lion Annex across the street) is very “tired”. Exterior has severe wear with peeling paint and unkempt yard. Interior is much the same with wallpaper peeling in bathroom, a broken ice machine in the common area. The cleanliness is below expected for the price paid ( same as ..."

Reviewed on Jul 13, 2026

The Red Lion Inn
Quality Inn Great Barrington

Quality Inn Great Barrington

2.5 out of 5
372 Main Street Great Barrington MA
Fully refundable
The price is CA $167 per night from Aug 13 to Aug 14
CA $167
CA $187 total
Aug 13 - Aug 14
includes taxes & fees
8.6/10 Excellent! (1,020 reviews)
"Comfortable rooms within walking distance to Great Barrington."

Reviewed on Jul 13, 2026

Quality Inn Great Barrington
The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel

3 out of 5
435 Laurel St Lee MA
The price is CA $303 per night from Jul 20 to Jul 21
CA $303
CA $338 total
Jul 20 - Jul 21
includes taxes & fees
9.2/10 Wonderful! (1,013 reviews)
"We liked the location and the view..."

Reviewed on Jul 13, 2026

The Black Swan Lee - Lenox, an Ascend Collection Hotel
See all 988 properties in Ashley Falls
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Stay near popular Ashley Falls attractions

Ashley Falls Woods

You can take time to visit Ashley Falls Woods during your travels to Ashley Falls.
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Frequently asked questions

How much does an Ashley Falls vacation package cost?
You can grab a vacation package to this destination on Expedia. However, how much your vacation to Ashley Falls costs will depend on factors like your hotel choice, length of stay and season.
What are the cheapest months to go to Ashley Falls?
The off-season is the best time to visit Ashley Falls if you're hoping to keep costs down. Another tip for scoring cheap Ashley Falls vacation packages? Try to avoid public holidays and any major festivals.
How many days is enough for Ashley Falls?
Usually, a handful of days is enough to visit the main sights during your Ashley Falls vacation. However, if you'd like to have some time to unwind or go on day tours, consider extending your trip.
How to find the best Ashley Falls package deals?
Use Expedia's filters to find some of the best Ashley Falls package deals. When you begin your search, just set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your adventure for midweek, or browse for Ashley Falls package deals in the off-season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's usually best to lock in your vacation package as early as possible.
Is it cheaper to book an Ashley Falls vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your car rental, hotel and flight into one great-value price and enjoy significant savings. You'll usually get a better deal than booking each component individually. And you'll still enjoy the flexibility to create a customized Ashley Falls vacation by choosing your favourite accommodation type, airline and car class.
When to book a vacation package to Ashley Falls?
Land incredible bargains by reserving your flights in advance with Expedia. If spontaneity is more your style, grab one of our last-minute deals for a spur-of-the-moment Ashley Falls break.
How to plan a trip to Ashley Falls?

  1. Pick the best time to travel: Your schedule, favourite season and the type of weather you enjoy can all impact your decision on when to travel to Ashley Falls.
  2. Budget wisely: As well as the cost of your hotel, you'll need to consider other expenses. These include food, flights and transportation. Also, put aside some extra funds for unexpected costs that could crop up during your trip to Ashley Falls.
  3. Work out your trip length: Think about how long you want to spend exploring Ashley Falls. Plan your days so you can get to all the attractions and activities you're interested in at a comfortable pace.
  4. Bundle your bookings: With your travel dates in order, you can combine your car rental, hotels, flights and more into a tailored Ashley Falls vacation package.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.